Built about 1807, it is a fine local example of Federal period architecture, and is also significant for its association with the Symmes family, who were among Winchester's earliest settlers.

This house is a two-story wood-frame structure, five bays wide, with a hip roof, twin rear wall chimneys, and clapboard siding.

The entrance is centered and flanked by sidelight windows, with a sheltering shallow hip-roof portico.

Zechariah Symmes, pastor of the Charlestown church, was granted land in this area that was settled by his sons about 1650.

The house was originally fitted with a balustrade around the roof, which was removed at an unknown date; the front portico is also a later addition.